Kennebunk Holiday Rentals
House
4 Bedrooms
3 Baths
8 Guests
2321 ft²
Oceanfront
Fireplace/Heating
Ocean View
Balcony/Terrace
CA $3,131/Night
7 Nights - CA $21,920
House
10.0Exceptional
(1 Review)
8 Bedrooms
5 Baths
16 Guests
5672.58 ft²
Spa- Fireplace/Heating
View
Parking
CA $985/Night
7 Nights - CA $6,892
Bed & Breakfast
10.0Exceptional
(31 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
Breakfast- Parking
CA $523/Night
7 Nights - CA $3,659
New
House
4 Bedrooms
2 Baths
12 Guests
37674 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $2,062/Night
7 Nights - CA $14,431
House
9.8Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
4 Guests
1097.92 ft²
- Oceanfront
- Spa
- Ocean View
- Balcony/Terrace
CA $1,166/Night
7 Nights - CA $8,164
House
1 Bedroom
2 Baths
8 Guests
2183 ft²
- Fireplace/Heating
Kitchen- Parking
Internet
CA $1,803/Night
7 Nights - CA $12,618
Condo
10.0Exceptional
(191 Reviews)
2 Bedrooms
2 Baths
4 Guests
893 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $807/Night
7 Nights - CA $5,652
House
10.0Exceptional
(99 Reviews)
2 Bedrooms
1 Bath
4 Guests
1200 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
CA $945/Night
7 Nights - CA $6,613
Condo
10.0Exceptional
(75 Reviews)
1 Bedroom
1 Bath
4 Guests
950 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $646/Night
7 Nights - CA $4,523
Luxury Holiday Rentals in Kennebunk
Over 442+ Luxury Holiday Rentals in or Near Kennebunk
House
10.0Exceptional
(5 Reviews)
8 Bedrooms
4 Baths
14 Guests
4019 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $5,032/Night
7 Nights - CA $35,227
Apartment
10.0Exceptional
(1 Review)
9 Bedrooms
6 Baths
18 Guests
5300 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $3,848/Night
7 Nights - CA $26,939
House
9.6Exceptional
(7 Reviews)
4 Bedrooms
3 Baths
8 Guests
3557 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
CA $3,738/Night
7 Nights - CA $26,168
New
House
4 Bedrooms
4 Baths
8 Guests
36705 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $3,674/Night
7 Nights - CA $25,720
House
1 Bedroom
5 Baths
10 Guests
2694 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Internet
CA $3,219/Night
7 Nights - CA $22,531
House
10.0Exceptional
(1 Review)
6 Bedrooms
4 Baths
18 Guests
4500 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $3,122/Night
7 Nights - CA $21,856
House
8 Bedrooms
5 Baths
14 Guests
4014.94 ft²
Private Beach- Oceanfront
- Spa
- Ocean View
CA $3,096/Night
7 Nights - CA $21,672
House
10.0Exceptional
(3 Reviews)
5 Bedrooms
3 Baths
16 Guests
- Fireplace/Heating
- Kitchen
- Internet
Child Friendly
CA $3,008/Night
7 Nights - CA $21,057
House
4 Bedrooms
3 Baths
8 Guests
3200 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $3,002/Night
7 Nights - CA $21,012
Top-Rated Holiday Rentals with a Pool in Kennebunk
Over 44+ The Best Private Villas and Holiday Rentals in Kennebunk with a Pool
House
10.0Exceptional
(31 Reviews)
7 Bedrooms
4 Baths
10 Guests
3900 ft²
- Fireplace/Heating
Pool- Ocean View
- Balcony/Terrace
CA $2,393/Night
7 Nights - CA $16,749
House
10.0Exceptional
(27 Reviews)
5 Bedrooms
4 Baths
12 Guests
Private Pool- Oceanfront
- Fireplace/Heating
- Pool
CA $1,543/Night
7 Nights - CA $10,798
House
10.0Exceptional
(21 Reviews)
5 Bedrooms
2 Baths
12 Guests
1700 ft²
- Private Pool
- Oceanfront
Hot Tub- Fireplace/Heating
CA $1,410/Night
7 Nights - CA $9,869
House
10.0Exceptional
(7 Reviews)
4 Bedrooms
3 Baths
8 Guests
4100 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Spa
CA $1,416/Night
7 Nights - CA $9,914
House
9.8Exceptional
(7 Reviews)
4 Bedrooms
3 Baths
9 Guests
5000 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Spa
CA $1,476/Night
7 Nights - CA $10,330
Hotel
9.5Exceptional
(185 Reviews)
1 Bath
204.51 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
CA $513/Night
7 Nights - CA $3,592
Hotel
- Portland
- ·
- West Kennebunk
- 1.00 mi to center
9.4Exceptional
(831 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
CA $264/Night
7 Nights - CA $1,851
Hotel
9.4Exceptional
(118 Reviews)
1 Bath
- Spa
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $1,305/Night
7 Nights - CA $9,135
House
9.4Exceptional
(65 Reviews)
5 Bedrooms
4 Baths
12 Guests
2800 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $1,824/Night
7 Nights - CA $12,769
Pet-Friendly Holiday Rentals in Kennebunk
Over 104+ Pet-Friendly Holiday Rentals in or Near Kennebunk
Cottage
10.0Exceptional
(70 Reviews)
2 Bedrooms
2 Baths
4 Guests
1100 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $1,154/Night
7 Nights - CA $8,080
New
House
3 Bedrooms
1 Bath
6 Guests
1496.18 ft²
- Fireplace/Heating
Pet Friendly- Parking
Air Conditioner
CA $1,505/Night
7 Nights - CA $10,532
House
10.0Exceptional
(53 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
CA $357/Night
7 Nights - CA $2,500
House
1 Bedroom
2 Baths
6 Guests
1754.52 ft²
- Fireplace/Heating
- View
- Breakfast
- Pet Friendly
CA $1,305/Night
7 Nights - CA $9,139
Cottage
10.0Exceptional
(37 Reviews)
1 Bedroom
2 Baths
4 Guests
650 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
CA $364/Night
7 Nights - CA $2,547
Apartment
10.0Exceptional
(12 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
CA $928/Night
7 Nights - CA $6,499
House
10.0Exceptional
(7 Reviews)
1 Bedroom
2 Baths
6 Guests
1500 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
CA $994/Night
7 Nights - CA $6,959
Condo
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
CA $945/Night
7 Nights - CA $6,613
House
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
3 Guests
700 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $532/Night
7 Nights - CA $3,725
Large Holiday Rentals and Private Villas in Kennebunk
Over 121+ Large Holiday Rentals and Private Villas in or Near Kennebunk
House
10.0Exceptional
(147 Reviews)
5 Bedrooms
4 Baths
14 Guests
4300 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $1,264/Night
7 Nights - CA $8,847
Bed & Breakfast
9.7Exceptional
(287 Reviews)
6 Bedrooms
6 Baths
12 Guests
224.25 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $639/Night
7 Nights - CA $4,472
House
10.0Exceptional
(116 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
CA $1,498/Night
7 Nights - CA $10,489
Bed & Breakfast
9.6Exceptional
(91 Reviews)
6 Bedrooms
4 Baths
8 Guests
244.88 ft²
- Oceanfront
Skiing- Fireplace/Heating
- Ocean View
CA $343/Night
7 Nights - CA $2,399
House
10.0Exceptional
(86 Reviews)
6 Bedrooms
4 Baths
18 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $2,639/Night
7 Nights - CA $18,477
House
10.0Exceptional
(51 Reviews)
6 Bedrooms
3 Baths
12 Guests
2200 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $1,345/Night
7 Nights - CA $9,418
House
10.0Exceptional
(43 Reviews)
5 Bedrooms
3 Baths
10 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
CA $1,169/Night
7 Nights - CA $8,181
House
10.0Exceptional
(25 Reviews)
4 Bedrooms
2 Baths
12 Guests
1750 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
CA $1,527/Night
7 Nights - CA $10,687
House
10.0Exceptional
(20 Reviews)
6 Bedrooms
4 Baths
12 Guests
2946 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $2,422/Night
7 Nights - CA $16,951
Wheelchair Accessible Holiday Homes in Kennebunk
Over 12+ Wheelchair Accessible Holiday Homes in or Near Kennebunk
Condo
8.0Excellent
(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $564/Night
7 Nights - CA $3,944
Hotel
9.1Exceptional
(559 Reviews)
3 Baths
355.21 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
CA $107/Night
7 Nights - CA $752
Resort
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $244/Night
7 Nights - CA $1,708
Hotel
- Portland
- ·
- West Kennebunk
- 0.93 mi to center
8.7Fabulous
(232 Reviews)
1 Bath
279.86 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
CA $411/Night
7 Nights - CA $2,874
Hotel
9.2Exceptional
(792 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
CA $293/Night
7 Nights - CA $2,049
House
10.0Exceptional
(16 Reviews)
3 Bedrooms
2 Baths
8 Guests
3000 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $1,080/Night
7 Nights - CA $7,563
Hotel
8.6Fabulous
(35 Reviews)
1 Bath
234.12 ft²
- Fireplace/Heating
- Balcony/Terrace
- Parking
- Air Conditioner
CA $617/Night
7 Nights - CA $4,320
Condo
1 Bedroom
2 Baths
2 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
CA $154/Night
7 Nights - CA $1,075
Kennebunk Private Villas and Holiday Homes Under $200
Over 23+ Kennebunk Private Villas and Holiday Homes Under $200
Cottage
10.0Exceptional
(34 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $242/Night
7 Nights - CA $1,690
Apartment
9.8Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
904.17 ft²
- Oceanfront
- Ocean View
- View
- Parking
CA $279/Night
7 Nights - CA $1,952
Hotel
8.8Fabulous
(800 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Kitchen
- Parking
CA $106/Night
7 Nights - CA $741
Apartment
9.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $247/Night
7 Nights - CA $1,729
House
2 Bedrooms
1 Bath
6 Guests
1044.1 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
CA $192/Night
7 Nights - CA $1,347
Apartment
7.6Very Good
(8 Reviews)
1 Bedroom
1 Bath
2 Guests
900 ft²
- Oceanfront
- Ocean View
- View
- Kitchen
CA $206/Night
7 Nights - CA $1,443
New
Cottage
- Portland
- ·
- West Kennebunk
- 0.38 mi to center
1 Bedroom
1 Bath
2 Guests
450 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $139/Night
7 Nights - CA $976
Apartment
10.0Exceptional
(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Spa
- Fireplace/Heating
- Ocean View
CA $279/Night
7 Nights - CA $1,952
Apartment
5.0Average
(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Balcony/Terrace
- Kitchen
- Child Friendly
TV
CA $244/Night
7 Nights - CA $1,708
Instantly Bookable Holiday Homes in Kennebunk
Over 189+ Instantly Bookable Holiday Homes in or Near Kennebunk
House
10.0Exceptional
(73 Reviews)
2 Bedrooms
1 Bath
4 Guests
850 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
CA $433/Night
7 Nights - CA $3,033
Apartment
10.0Exceptional
(13 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Hot Tub
- Fireplace/Heating
- Kitchen
- Parking
CA $521/Night
7 Nights - CA $3,650
Apartment
10.0Exceptional
(9 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
CA $565/Night
7 Nights - CA $3,956
House
10.0Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $1,013/Night
7 Nights - CA $7,094
Condo
9.8Exceptional
(85 Reviews)
2 Bedrooms
2 Baths
7 Guests
1250 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $828/Night
7 Nights - CA $5,799
Condo
9.8Exceptional
(58 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $742/Night
7 Nights - CA $5,192
Apartment
9.8Exceptional
(33 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
CA $491/Night
7 Nights - CA $3,436
House
9.8Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
6 Guests
1100 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $800/Night
7 Nights - CA $5,602
House
9.6Exceptional
(105 Reviews)
2 Bedrooms
1 Bath
6 Guests
1048 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
CA $886/Night
7 Nights - CA $6,199
Book a Last Minute Place to Stay in Kennebunk
About Casai's Private Villas and Holiday Rentals in Kennebunk
Discover more than 451 vacation rentals available in Kennebunk. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Kennebunk.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Kennebunk, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Kennebunk. On average, places to stay near Kennebunk offer 1626.47 ft², with nightly prices averaging CA $1,077.
With Casai, finding and comparing holiday rentals in Kennebunk is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Kennebunk
| Type | Count |
|---|---|
| Vacation Homes | 299 |
| Cottages | 45 |
| Holiday Apartments | 37 |
Use these Quick Filters to Find a Holiday Rental in Kennebunk
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Kennebunk.
Weather in Kennebunk, ME
View the weather forecast for Kennebunk before booking your Kennebunk Vacation Rentals to confirm your best time to go.
December - February
High 38°F Low 16°F
March - May
High 61°F Low 21°F
June - August
High 79°F Low 55°F
September - November
High 74°F Low 29°F
Top Attractions Around Kennebunk, ME
Casai offers a large selection of top attractions around Kennebunk . Research things to do on your vacation before you visit Kennebunk.
Other Places to Stay in Kennebunk, ME
Frequently Asked Questions About Kennebunk?
What are the top holiday rentals in Kennebunk?
With numerous options available in Kennebunk, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Kennebunk:
- Stunning Waterfront Condo with deck, Walk to Shops and Restaurants
- Spectacular Oceanfront Beach House on Gooch's Beach
- Walk To Kennebunkport Village & Enjoy Quiet & Waterfront
- Waterfront Coastal Cottage in Kennebunk, Maine
- Oceanfront house on Kennebunk Beach
- Ocean/Beach With Magnificent Views: A Unique New England Experience !
- Luxury condo just feet from water, spectacular views and private dock.
- Perfect Maine Getaway – Walk to Downtown, Cozy for All - Flexible Cancellation.
- NEW LUXURY ONE-BEDROOM CONDO, SLEEPS 4; WITH PRIVATE BALCONY AND WATER VIEWS
- Charming Waterfront Retreat Overlooking Kennebunkport.
How many holiday rentals have private pools in Kennebunk?
Discover a selection of holiday rentals with private pools near Kennebunk with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Kennebunk Ocean-View Condo, Walk To The Beach
- Tranquil Seaside Oasis at Mother's Beach
- Breathtaking Ocean Front Home With Pool
Which holiday homes in Kennebunk are best for families?
If you're searching for a family-friendly holiday home in Kennebunk, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Kennebunk:
- Charming Waterfront Retreat Overlooking Kennebunkport.
- 1/2 Mi to Beach: Lovely Guesthouse in Kennebunk!
- Waldo Emerson Inn
How many Casai.ca holiday rentals are available in Kennebunk?
As of 2026, Casai boasts over 451 properties listed in the Kennebunk area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Kennebunk.
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Finding the best prices in Kennebunk
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